Pre-column and post-column fluorescence derivatization methods for the high-performance liquid chromatographic (HPLC) determination of guanine-containing compounds have been studied on the basis of the fluorescence reaction with phenylglyoxal (PGO). The detection limits for the compounds tested were 140-720 fmol and 3-10 pmol per 100-ul injection volume in the pre- and post-column derivatization methods, respectively. The PGO reagent was also applied to the measurement of the nuceobase-pair of guanine-cytosine in double-stranded DNAs.Alkoxyphenylglyoxals as the analogues of PGO were synthesized and found to be more sensitive reagents for the guanine-containing compounds. A novel chemiluminogenic method was developed on the basis of the fluorescence reaction of the guanine-containing compounds with PGO in a phosphate buffer (pH 6.0) at 37 ﾟC for 20 min, followed by a chemiluminescence reaction with N, N-dimethylformamide in a weakly alkaline medium. The chemiluminescence method was approximately 20-fold more sensitive than the fluorimetric one.2.PGO試薬はそれ自身無蛍光性であるので,HPLCにおけるポストカラム蛍光誘導体化検出反応に適用可能であった.検出下限(S/N=3)は3-10pmol/HPLC注入量であった.この方法により,生体試料(ヒト赤血球)中のグアニンヌクレオチド類を容易に計測できた.3.PGO試薬を化学修飾した結果,より高感度な蛍光試薬3,4-ジメトキシPGO試薬を開発した.この試薬は,PGO試薬の場合よりも,より迅速かつ穏和な反応条件によりグアニンヌクレオシ(チ)ド類を蛍光体に導くことができ,検出感度も約4倍高めることが可能であった.4.PGO試薬によるグアニンヌクレオシ(チ)ドの蛍光反応により生じた蛍光生成物はジメチルホルムアミド存在下,リン酸塩緩衝液のpHを弱アルカリ性へ導くと,強く発光した.蛍光法よりも約20倍高感度なグアニンヌクレオシ(チ)ド類の新規の化学発光分析法を開発した.